Detail of "200810-26-0"

Reference

Crystal Chemistry of VAPOL

Crystal Chemistry of VAPOL. Price, Christopher P.; Matzger, Adam J. (Department of Chemistry and the Macromolecular Science and Engineering Program, The University of Michigan, Ann Arbor, MI 48109-1055, USA). Journal of Organic Chemistry, 70(1), 1-6 (English) 2005 American Chemical Society. CODEN: JOCEAH. ISSN: 0022-3263. DOCUMENT TYPE: Journal CA Section: 75 (Crystallography and Liquid Crystals) Section cross-reference(s): 22, 25, 67 Ligands employed in enantioselective catalysis are capable of displaying rich phase behavior that can significantly impact their properties, both structural and phys. To illuminate these issues in a model system, the solid-state structure and properties of the vaulted biaryl ligand VAPOL were studied. Racemic VAPOL and solvates with toluene and EtOAc were structurally characterized. Two polymorphs of (S)-VAPOL were found, and the crystal packing in these and a very stable CH2Cl2 solvate was elucidated. In contrast to BINOL, the unsolvated forms of the ligand lack classical H-bonding motifs. Remarkably, the m.p. of racemic VAPOL is 86° higher than that of (S)-VAPOL form I, and there is a 2.0 kcal/mol difference in stability at room temp., favoring the racemate.Some chemicals with cas registry numbers like 200810-26-0 are also used. These values are at the upper end of those obsd. in the literature for differences between a racemic/chiral pair. .